Total synthesis of (+)-sieboldine A: Evolution of a pinacol-terminated cyclization strategy

SM Canham, DJ France… - The Journal of organic …, 2013 - ACS Publications
This article describes synthetic studies that culminated in the first total synthesis of the
Lycopodium alkaloid sieboldine A. During this study, a number of pinacol-terminated …

Application of the Helquist Annulation in Lycopodium Alkaloid Synthesis: Unified Total Syntheses of (−)-8-Deoxyserratinine, (+)-Fawcettimine, and (+)-Lycoflexine

YR Yang, L Shen, JZ Huang, T Xu… - The Journal of Organic …, 2011 - ACS Publications
A unified strategy for total synthesis of the Lycopodium alkaloids (−)-8-deoxyserratinine
(7),(+)-fawcettimine (1), and (+)-lycoflexine (4) is detailed. The key features include a highly …

Asymmetric Total Synthesis of Senepodine F

Y Nakashima, T Inoshita, M Kitajima, H Ishikawa - Organic Letters, 2023 - ACS Publications
The first asymmetric total synthesis of the Lycopodium alkaloid senepodine F, which
contains a decahydroquinoline ring (AB-ring) and a quinolizidine ring (CD-ring) connected …

Total synthesis of the lycopodium alkaloid serratezomine A using free radical-mediated vinyl amination to prepare a β-stannyl enamine linchpin

JA Pigza, JS Han, A Chandra, D Mutnick… - The Journal of …, 2013 - ACS Publications
Serratezomine A is a member of the structurally diverse class of compounds known as the
Lycopodium alkaloids. The key supporting studies and successful total synthesis of …

Collective Synthesis of Lycopodium Alkaloids and Tautomer Locking Strategy for the Total Synthesis of (−)-Lycojapodine A

H Li, X Wang, B Hong, X Lei - The Journal of organic chemistry, 2013 - ACS Publications
The collective total synthesis of Lycopodium alkaloids (+)-fawcettimine (1),(+)-fawcettidine
(2),(+)-alopecuridine (4),(−)-lycojapodine A (6), and (−)-8-deoxyserratinine (7) has been …

Total Syntheses of (+)-Alopecuridine,(+)-Sieboldine A, and (−)-Lycojapodine A

XM Zhang, H Shao, YQ Tu, FM Zhang… - The Journal of Organic …, 2012 - ACS Publications
(+)-Alopecuridine,(+)-sieboldine A, and (−)-lycojapodine A, three structurally unique and
related lycopodium alkaloids, have been synthesized in enantiomeric forms through an …

A Unified Strategy for the Synthesis of 7-Membered-Ring-Containing Lycopodium Alkaloids

AS Lee, BB Liau, MD Shair - Journal of the American Chemical …, 2014 - ACS Publications
A unique subset of the Lycopodium alkaloid natural products share a 7-membered-ring
substructure and may potentially arise from a common biosynthetic precursor. To both …

Enantioselective Total Synthesis of (−)-Zygadenine

Y Guo, JT Lu, R Fang, Y Jiao, J Liu… - Journal of the American …, 2023 - ACS Publications
The Veratrum alkaloids are highly complex steroidal alkaloids characterized by their intricate
structural and stereochemical features and exhibit a diverse range of pharmacological …

Divergent and Efficient Syntheses of the Lycopodium Alkaloids (−)-Lycojaponicumin C,(−)-8-Deoxyserratinine,(+)-Fawcettimine, and (+)-Fawcettidine.

SH Hou, YQ Tu, L Liu, FM Zhang… - Angewandte …, 2013 - search.ebscohost.com
The fawcettimine class of Lycopodium alkaloids are a class of structurally unique natural
molecules with more than 80 members,[1] among which lycojaponicumin C (1),[2] 8 …

Concise Unified Access to (−)-8-Deoxy-13-dehydroserratinine,(+)-Fawcettimine,(+)-Fawcettidine, and (−)-8-Deoxyserratinine Using a Direct Intramolecular Reductive …

LR Zhong, BB Huang, XL Yang, S Wang, ZJ Yao - Organic Letters, 2021 - ACS Publications
A short, scalable, and collective total synthesis of four fawcettimine-type Lycopodium
alkaloids in eight or nine steps is disclosed. A dense multi-small-ring spiro-α …